(2R,3R,3aR,7aS)-3-[(1R,2S)-2-hydroxy-2-[(2R)-6-oxo-2,3-dihydropyran-2-yl]-1-phenylethoxy]-2-phenyl-2,3,3a,7a-tetrahydrofuro[3,2-b]pyran-5-one

Details

• Internal ID: 2c0f67fc-e274-4063-8a46-08cd617b9155
• Taxonomy: Organoheterocyclic compounds > Furopyrans
• IUPAC Name: (2R,3R,3aR,7aS)-3-[(1R,2S)-2-hydroxy-2-[(2R)-6-oxo-2,3-dihydropyran-2-yl]-1-phenylethoxy]-2-phenyl-2,3,3a,7a-tetrahydrofuro[3,2-b]pyran-5-one
• InChI: InChI=1S/C26H24O7/c27-20-13-7-12-18(30-20)22(29)23(16-8-3-1-4-9-16)33-26-24(17-10-5-2-6-11-17)31-19-14-15-21(28)32-25(19)26/h1-11,13-15,18-19,22-26,29H,12H2/t18-,19+,22+,23-,24-,25-,26-/m1/s1
• InChI Key: PMXAPHLBNYPMGP-BVZKZVGESA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₂₄O₇
• Molecular Weight: 448.50 g/mol
• Exact Mass: 448.15220310 g/mol
• Topological Polar Surface Area (TPSA): 91.30 Ų
• XlogP: 2.80
• Atomic LogP (AlogP): 2.97
• H-Bond Acceptor: 7
• H-Bond Donor: 1
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9796	97.96%
Caco-2	-	0.8384	83.84%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.7436	74.36%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8616	86.16%
OATP1B3 inhibitior	+	0.8897	88.97%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.4619	46.19%
P-glycoprotein inhibitior	-	0.4573	45.73%
P-glycoprotein substrate	-	0.7550	75.50%
CYP3A4 substrate	+	0.6040	60.40%
CYP2C9 substrate	-	0.8096	80.96%
CYP2D6 substrate	-	0.8487	84.87%
CYP3A4 inhibition	-	0.7665	76.65%
CYP2C9 inhibition	-	0.7345	73.45%
CYP2C19 inhibition	-	0.7325	73.25%
CYP2D6 inhibition	-	0.9001	90.01%
CYP1A2 inhibition	-	0.8445	84.45%
CYP2C8 inhibition	-	0.7541	75.41%
CYP inhibitory promiscuity	-	0.8025	80.25%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Danger	0.4737	47.37%
Eye corrosion	-	0.9822	98.22%
Eye irritation	-	0.8048	80.48%
Skin irritation	-	0.6979	69.79%
Skin corrosion	-	0.9532	95.32%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5347	53.47%
Micronuclear	+	0.7759	77.59%
Hepatotoxicity	+	0.5286	52.86%
skin sensitisation	-	0.8180	81.80%
Respiratory toxicity	+	0.7444	74.44%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.7000	70.00%
Nephrotoxicity	+	0.5689	56.89%
Acute Oral Toxicity (c)	III	0.3401	34.01%
Estrogen receptor binding	+	0.6525	65.25%
Androgen receptor binding	-	0.4908	49.08%
Thyroid receptor binding	-	0.5599	55.99%
Glucocorticoid receptor binding	-	0.6181	61.81%
Aromatase binding	-	0.5451	54.51%
PPAR gamma	+	0.5927	59.27%
Honey bee toxicity	-	0.6450	64.50%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.9578	95.78%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.09%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.01%	91.11%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	91.65%	94.08%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.12%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.12%	96.09%
CHEMBL2581	P07339	Cathepsin D	86.87%	98.95%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	85.63%	94.23%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.34%	99.23%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.49%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.02%	86.33%

Plants that contains it

• Goniothalamus cheliensis

Cross-Links

• PubChem: 10321423
• LOTUS: LTS0244230
• wikiData: Q105211796